3541-14-8

Basic information

• Product Name: S-phenyl 4-methylbenzenesulfonothioate
• Synonyms: Toluene-4-thiosulfonic acid, S-phenyl ester
• CAS NO: 3541-14-8
• Molecular Formula: C₁₃H₁₂O₂S₂
• Molecular Weight: 264.3632
• Mol File: 3541-14-8.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 417.2°C at 760 mmHg
• Flash Point: 206.1°C
• Density: 1.32g/cm³
• Vapor Pressure: 8.75E-07mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: S-phenyl 4-methylbenzenesulfonothioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-phenyl 4-methylbenzenesulfonothioate(3541-14-8)
• EPA Substance Registry System: S-phenyl 4-methylbenzenesulfonothioate(3541-14-8)

Safety Data

• Hazardous Substances Data: 3541-14-8(Hazardous Substances Data)

Usage

General Description

S-Phenyl 4-methylbenzenesulfonothioate is a chemical compound that belongs to the class of benzenesulfonothioates. It is often used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. S-phenyl 4-methylbenzenesulfonothioate is a white crystalline solid with a molecular formula of C13H12O2S2 and a molecular weight of 248.36 g/mol. It has a melting point of 113-116°C and is sparingly soluble in water. S-Phenyl 4-methylbenzenesulfonothioate is commonly used as a reagent in organic synthesis for the preparation of sulfur-containing compounds. It is important to handle this compound with care as it may be harmful if ingested, inhaled, or comes into contact with the skin.

Upstream product

• 7385-85-5 naphthalen-2-yl tosylate 
• 108-98-5 thiophenol 
• 29627-34-7 4-(phenyldisulfanyl)toluene 
• 1593-60-8 p-toluenesulfonylhydroxylamine 
• 28519-50-8 potassium thiotosylate 
• 3753-27-3 sodium 4-methylbenzenesulfonothioate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 2637-34-5 2-Sulfanylpyridine 
• 103-19-5 di(p-tolyl) disulfide 
• 536-57-2 p-toluene sulfinic acid 
• 882-33-7 diphenyldisulfane 
• 31819-07-5 phenyl disulphide 
• 1192-40-1 copper(I) thiophenolate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 33667-80-0 phenyl mesityl sulfide 
• 20129-24-2 phenyl n-octyl disulfide 
• 29959-86-2 1-(phenylsulphenyl)piperidylamide 
• 82211-05-0 1-phenyl-2-(phenylsulfonyl)-2-(phenylthio)ethan-1-one 
• 3128-42-5 S-phenyl 4-methylbenzothioate 
• 60623-60-1 2-(phenylthio)tetrahydrofuran 
• 7304-68-9 phenyl N,N-dimethyl(thiocarbamate) 
• 92357-52-3 (E)-phenyl(2-phenyl-2-tosylvinyl)sulfane 

Relevant articles and documents

Formal Total Synthesis of (+)-C9-Deoxyomuralide from l -Leucine Using a Double Sacrificial Chirality Transfer Approach

Formal stereocontrolled syntheses of (±)- and (+)-C9-deoxyomuralide is reported, constituting one of the shortest routes to the full carbon skeleton reported to date.

Visible-Light-Induced Radical Cascade Reaction of 1-Allyl-2-ethynylbenzoimidazoles with Thiosulfonates to Assemble Thiosulfonylated Pyrrolo[1,2-a]benzimidazoles

A visible-light-induced radical domino reaction of 1-allyl-2-ethynylbenzoimidazoles with thiosulfonates was developed, which generated the thiosulfonylated pyrrolo[1,2-a]benzimidazoles in moderate to good yields. This reaction proceeded under transition-metal-free conditions with good functional group tolerance and high regioselectivity. The possible pathway involved thiosulfonates were activated through the energy transfer route promoted by photocatalysis.

Atom transfer radical addition to styrenes with thiosulfonates enabled by synergetic copper/photoredox catalysis

A synergetic copper/photoredox catalyzed ATRA of styrenes and thiosulfonates is developed. Besides aryl ethylenes, the challenging α-substituted styrenes were employed to construct the benzylic quaternary carbon centers. Owing to the mild conditions as well as the high level of substrate compability, this ATRA could be applied to derivatize bioactive natural products in late stage, and to install fluorophores across alkenes. The mechanistic studies reveal sulfonyl radicals as the key intermediate in the transformation.